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J Nat Prod. 2017 Feb 24;80(2):371-376. doi: 10.1021/acs.jnatprod.6b00829. Epub 2017 Jan 24.

Zhang D1, Zhao L1, Wang L1,2, Fang X1, Zhao J1, Wang X1, Li L3, Liu H1, Wei Y1, You X1, Cen S1, Yu L1.

Author information

1 Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College , 1 Tian Tan Xi Li, Beijing 100050, People's Republic of China.

2 College of Herbal Medicine, Tianjin University of Traditional Chinese Medicines , 88 Yuquan Road, Tianjin 300193, People's Republic of China.

3 Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College , 1 Xian Nong Tan Street, Beijing 100050, People's Republic of China.

Abstract

A new griseofulvin derivative, 4'-demethoxy-4'-N-isopentylisogriseofulvin (1), three new indole alkaloids, 2-demethylcyclopiamide E (2), 2-demethylsperadine F (3), and clopiamine C (4), and five known metabolites (5-9) were isolated from Penicillium griseofulvum CPCC 400528. Compound 1 is the first reported griseofulvin analogue with an N-isopentane group and the first example of a naturally occurring N-containing griseofulvin analogue. Their structures and absolute configurations were elucidated through extensive spectroscopic analyses, calculated ECD, and single-crystal X-ray diffraction (Cu Kα). The possible biogenetic pathway of 1-3 was proposed. Compounds 1, 2, and 5 exhibited anti-HIV activities with IC50values of 33.2, 20.5, and 12.6 μM, respectively.

PMID:28117586  DOI:10.1021/acs.jnatprod.6b00829

https://www.ncbi.nlm.nih.gov/pubmed/?term=Griseofulvin+Derivative+and+Indole+Alkaloids+from+Penicillium+griseofulvum+CPCC+400528